Detailed information for compound 1524227

Basic information

Technical information
  • TDR Targets ID: 1524227
  • Name: ethyl 5-cyano-6-[4-(naphthalen-2-ylcarbamoyl) piperazin-1-yl]-2-(trifluoromethyl)pyridine-3 -carboxylate
  • MW: 497.469 | Formula: C25H22F3N5O3
  • H donors: 1 H acceptors: 4 LogP: 4.07 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOC(=O)c1cc(C#N)c(nc1C(F)(F)F)N1CCN(CC1)C(=O)Nc1ccc2c(c1)cccc2
  • InChi: 1S/C25H22F3N5O3/c1-2-36-23(34)20-14-18(15-29)22(31-21(20)25(26,27)28)32-9-11-33(12-10-32)24(35)30-19-8-7-16-5-3-4-6-17(16)13-19/h3-8,13-14H,2,9-12H2,1H3,(H,30,35)
  • InChiKey: YLHXUNCMWADQFJ-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • ethyl 5-cyano-6-[4-(2-naphthylcarbamoyl)piperazin-1-yl]-2-(trifluoromethyl)pyridine-3-carboxylate
  • 5-cyano-6-[4-[(2-naphthylamino)-oxomethyl]-1-piperazinyl]-2-(trifluoromethyl)-3-pyridinecarboxylic acid ethyl ester
  • 5-cyano-6-[4-(2-naphthylcarbamoyl)piperazin-1-yl]-2-(trifluoromethyl)nicotinic acid ethyl ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens purinergic receptor P2Y, G-protein coupled, 12 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Leishmania major DNA polymerase kappa, putative,DNA polymerase IV, putative 0.0016 0.0039 0.0813
Schistosoma mansoni hypothetical protein 0.0018 0.0054 0.0133
Trichomonas vaginalis CMGC family protein kinase 0.0043 0.0247 1
Brugia malayi latrophilin 2 splice variant baaae 0.0039 0.0218 0.1894
Echinococcus granulosus beta LACTamase domain containing family member 0.004 0.0223 0.0813
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0095 0.0658 0.2569
Trichomonas vaginalis D-aminoacylase, putative 0.004 0.0223 0.8903
Brugia malayi Animal haem peroxidase family protein 0.0026 0.0119 0.0941
Mycobacterium ulcerans DNA polymerase IV 0.0016 0.0039 0.0018
Loa Loa (eye worm) hypothetical protein 0.0057 0.036 0.3254
Trypanosoma cruzi hypothetical protein, conserved 0.004 0.0223 0.8903
Trichomonas vaginalis penicillin-binding protein, putative 0.004 0.0223 0.8903
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0018 0.0054 0.0317
Trichomonas vaginalis DNA polymerase eta, putative 0.0016 0.0039 0.0813
Trypanosoma brucei DNA polymerase kappa, putative 0.0016 0.0039 0.1591
Onchocerca volvulus 0.004 0.0223 0.11
Loa Loa (eye worm) hypothetical protein 0.0026 0.0119 0.0941
Loa Loa (eye worm) animal heme peroxidase 0.0026 0.0119 0.0941
Mycobacterium tuberculosis Probable hydrolase 0.004 0.0223 0.0283
Brugia malayi Blistered cuticle protein 3 0.0026 0.0119 0.0941
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0057 0.036 0.3254
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.004 0.0223 0.1937
Mycobacterium tuberculosis Conserved protein 0.004 0.0223 0.0283
Trypanosoma brucei mitogen activated protein kinase 4, putative 0.0043 0.0247 1
Trypanosoma brucei DNA polymerase kappa, putative 0.0016 0.0039 0.1591
Mycobacterium tuberculosis Probable esterase LipL 0.004 0.0223 0.0283
Brugia malayi Latrophilin receptor protein 2 0.0018 0.0054 0.0317
Leishmania major mitogen activated protein kinase, putative,map kinase, putative 0.0043 0.0247 1
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0253 0.1894 0.2625
Schistosoma mansoni hypothetical protein 0.0034 0.0177 0.0627
Mycobacterium tuberculosis Probable lipase LipE 0.004 0.0223 0.0283
Trypanosoma cruzi DNA polymerase eta, putative 0.0016 0.0039 0.0813
Mycobacterium tuberculosis Probable conserved lipoprotein 0.004 0.0223 0.0283
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0018 0.0054 0.0133
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0095 0.0658 0.2569
Brugia malayi Calcitonin receptor-like protein seb-1 0.0057 0.036 0.3254
Mycobacterium leprae PROBABLE UDP-N-ACETYLGLUCOSAMINE 1-CARBOXYVINYLTRANSFERASE MURA 0.0923 0.7156 1
Loa Loa (eye worm) hypothetical protein 0.004 0.0223 0.1937
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.004 0.0223 0.0202
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.004 0.0223 0.1937
Loa Loa (eye worm) transcription factor SMAD2 0.0118 0.0835 0.7818
Mycobacterium ulcerans lipase LipD 0.004 0.0223 0.0202
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.004 0.0223 0.0283
Trypanosoma cruzi DNA polymerase kappa, putative 0.0016 0.0039 0.0813
Leishmania major DNA polymerase eta, putative 0.0016 0.0039 0.0813
Trypanosoma brucei DNA polymerase kappa, putative 0.0016 0.0039 0.1591
Loa Loa (eye worm) hypothetical protein 0.0026 0.0119 0.0941
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0034 0.0177 0.0627
Echinococcus multilocularis peroxidasin 0.0026 0.0119 0.0395
Mycobacterium ulcerans 3-phosphoshikimate 1-carboxyvinyltransferase 0.0362 0.2756 0.2741
Mycobacterium tuberculosis Probable UDP-N-acetylglucosamine 1-carboxyvinyltransferase MurA 0.0923 0.7156 1
Mycobacterium leprae probable 3-phosphoshikimate 1-carboxyvinyl transferase AroA (5-ENOLPYRUVYLSHIKIMATE-3-PHOSPHATE SYNTHASE) (EPSP SYNTHASE) (EPSPS 0.0362 0.2756 0.3654
Brugia malayi ImpB/MucB/SamB family protein 0.0016 0.0039 0.0177
Loa Loa (eye worm) hypothetical protein 0.004 0.0223 0.1937
Loa Loa (eye worm) animal heme peroxidase 0.0026 0.0119 0.0941
Trichomonas vaginalis D-aminoacylase, putative 0.004 0.0223 0.8903
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0018 0.0054 0.0133
Leishmania major mitogen activated protein kinase 4, putative;with=GeneDB:LmxM19.1440 0.0043 0.0247 1
Schistosoma mansoni peroxidasin 0.0026 0.0119 0.0395
Schistosoma mansoni terminal deoxycytidyl transferase 0.0016 0.0039 0.0074
Echinococcus granulosus peroxidasin 0.0026 0.0119 0.0395
Brugia malayi Animal haem peroxidase family protein 0.0026 0.0119 0.0941
Loa Loa (eye worm) hypothetical protein 0.0026 0.0119 0.0941
Loa Loa (eye worm) hypothetical protein 0.0039 0.0218 0.1894
Echinococcus multilocularis beta LACTamase domain containing family member 0.004 0.0223 0.0813
Trypanosoma brucei DNA polymerase kappa, putative 0.0016 0.0039 0.1591
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0034 0.0177 0.0627
Toxoplasma gondii CMGC kinase, MAPK family (ERK) MAPK-1 0.0043 0.0247 0.0828
Trypanosoma brucei DNA polymerase kappa, putative 0.0016 0.0039 0.1591
Trichomonas vaginalis CMGC family protein kinase 0.0043 0.0247 1
Brugia malayi beta-lactamase family protein 0.004 0.0223 0.1937
Loa Loa (eye worm) hypothetical protein 0.004 0.0223 0.1937
Leishmania major hypothetical protein, conserved 0.004 0.0223 0.8903
Loa Loa (eye worm) hypothetical protein 0.0026 0.0119 0.0941
Onchocerca volvulus 0.004 0.0223 0.11
Brugia malayi Peroxidasin 0.0026 0.0119 0.0941
Brugia malayi Animal haem peroxidase family protein 0.0026 0.0119 0.0941
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.004 0.0223 0.0813
Mycobacterium ulcerans DNA polymerase IV 0.0016 0.0039 0.0018
Mycobacterium tuberculosis Conserved protein 0.004 0.0223 0.0283
Schistosoma mansoni rab geranylgeranyl transferase alpha subunit 0.0016 0.0039 0.0074
Schistosoma mansoni hypothetical protein 0.0039 0.0218 0.0795
Echinococcus granulosus mitogen activated protein kinase 0.0043 0.0247 0.0913
Brugia malayi ImpB/MucB/SamB family protein 0.0016 0.0039 0.0177
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0095 0.0658 0.2569
Entamoeba histolytica hypothetical protein 0.0034 0.0177 1
Echinococcus multilocularis geminin 0.033 0.2502 1
Schistosoma mansoni hypothetical protein 0.033 0.2502 1
Treponema pallidum UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.1286 1 1
Loa Loa (eye worm) hypothetical protein 0.0018 0.0054 0.0317
Entamoeba histolytica hypothetical protein 0.0034 0.0177 1
Trypanosoma brucei DNA polymerase kappa, putative 0.0016 0.0039 0.1591
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0018 0.0054 0.0133
Plasmodium vivax hypothetical protein, conserved 0.004 0.0223 1
Echinococcus granulosus mitogen activated protein kinase 3 0.0043 0.0247 0.0913
Schistosoma mansoni DNA polymerase eta 0.0016 0.0039 0.0074
Trichomonas vaginalis CMGC family protein kinase 0.0043 0.0247 1
Loa Loa (eye worm) hypothetical protein 0.0146 0.1062 1
Echinococcus granulosus dna polymerase eta 0.0016 0.0039 0.0074
Loa Loa (eye worm) hypothetical protein 0.0026 0.0119 0.0941
Schistosoma mansoni transcription factor LCR-F1 0.0034 0.0177 0.0627
Trypanosoma brucei hypothetical protein, conserved 0.004 0.0223 0.8996
Mycobacterium ulcerans UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.1286 1 1
Loa Loa (eye worm) latrophilin receptor protein 2 0.0018 0.0054 0.0317
Schistosoma mansoni hypothetical protein 0.0018 0.0054 0.0133
Mycobacterium ulcerans hypothetical protein 0.004 0.0223 0.0202
Trypanosoma brucei DNA polymerase kappa, putative 0.0016 0.0039 0.1591
Echinococcus multilocularis mitogen activated protein kinase 0.0043 0.0247 0.0913
Trichomonas vaginalis D-aminoacylase, putative 0.004 0.0223 0.8903
Trichomonas vaginalis CMGC family protein kinase 0.0043 0.0247 1
Schistosoma mansoni hypothetical protein 0.0018 0.0054 0.0133
Mycobacterium ulcerans beta-lactamase 0.004 0.0223 0.0202
Echinococcus granulosus GPCR family 2 0.0018 0.0054 0.0133
Brugia malayi Animal haem peroxidase family protein 0.0026 0.0119 0.0941
Brugia malayi Animal haem peroxidase family protein 0.0026 0.0119 0.0941
Trypanosoma brucei unspecified product 0.0016 0.0039 0.1591
Echinococcus granulosus terminal deoxycytidyl transferase rev1 0.0016 0.0039 0.0074
Loa Loa (eye worm) hypothetical protein 0.004 0.0223 0.1937
Brugia malayi hypothetical protein 0.0034 0.0177 0.1495
Leishmania major DNA polymerase kappa, putative 0.0016 0.0039 0.0813
Loa Loa (eye worm) ImpB/MucB/SamB family protein 0.0016 0.0039 0.0177
Loa Loa (eye worm) hypothetical protein 0.004 0.0223 0.1937
Loa Loa (eye worm) MH2 domain-containing protein 0.0118 0.0835 0.7818
Mycobacterium tuberculosis Conserved hypothetical protein 0.0016 0.0039 0.0026
Loa Loa (eye worm) CMGC/MAPK/ERK1 protein kinase 0.0043 0.0247 0.2176
Toxoplasma gondii shikimate dehydrogenase substrate binding domain-containing protein 0.0362 0.2756 1
Echinococcus multilocularis dna polymerase kappa 0.0016 0.0039 0.0074
Mycobacterium ulcerans esterase/lipase LipP 0.004 0.0223 0.0202
Brugia malayi beta-lactamase family protein 0.004 0.0223 0.1937
Loa Loa (eye worm) hypothetical protein 0.0026 0.0119 0.0941
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0095 0.0658 0.2569
Loa Loa (eye worm) hypothetical protein 0.0026 0.0119 0.0941
Trypanosoma brucei protein kinase, putative 0.0043 0.0247 1
Trypanosoma brucei apurinic/apyrimidinic endonuclease, putative 0.0014 0.0021 0.0847
Schistosoma mansoni serine/threonine protein kinase 0.0043 0.0247 0.0913
Trichomonas vaginalis esterase, putative 0.004 0.0223 0.8903
Loa Loa (eye worm) beta-lactamase 0.004 0.0223 0.1937
Trichomonas vaginalis penicillin-binding protein, putative 0.004 0.0223 0.8903
Trypanosoma brucei DNA polymerase kappa, putative 0.0016 0.0039 0.1591
Echinococcus multilocularis dna polymerase eta 0.0016 0.0039 0.0074
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0095 0.0658 0.2569
Trypanosoma cruzi DNA polymerase kappa, putative 0.0016 0.0039 0.0813
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0095 0.0658 0.6124
Trypanosoma cruzi mitogen activated protein kinase 2, putative 0.0043 0.0247 1
Trypanosoma brucei DNA polymerase IV, putative 0.0016 0.0039 0.1591
Brugia malayi hypothetical protein 0.0146 0.1062 1
Trypanosoma brucei DNA polymerase IV, putative 0.0016 0.0039 0.1591
Schistosoma mansoni hypothetical protein 0.0018 0.0054 0.0133
Mycobacterium tuberculosis Probable lipase LipD 0.004 0.0223 0.0283
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0014 0.0021 0.5
Trypanosoma brucei DNA polymerase IV, putative 0.0016 0.0039 0.1591
Loa Loa (eye worm) blistered cuticle protein 3 0.0026 0.0119 0.0941
Trypanosoma cruzi DNA polymerase kappa, putative 0.0016 0.0039 0.0813
Brugia malayi beta-lactamase 0.004 0.0223 0.1937
Trypanosoma brucei DNA polymerase kappa, putative 0.0016 0.0039 0.1591
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.004 0.0223 0.0813
Echinococcus multilocularis GPCR, family 2 0.0018 0.0054 0.0133
Onchocerca volvulus 0.0146 0.1062 1
Mycobacterium tuberculosis Possible DNA-damage-inducible protein P DinP (DNA polymerase V) (pol IV 2) (DNA nucleotidyltransferase (DNA-directed)) 0.0016 0.0039 0.0026
Entamoeba histolytica hypothetical protein 0.0034 0.0177 1
Schistosoma mansoni peroxidasin 0.0026 0.0119 0.0395
Brugia malayi MAP kinase sur-1 0.0043 0.0247 0.2176
Loa Loa (eye worm) hypothetical protein 0.0026 0.0119 0.0941
Echinococcus granulosus dna polymerase kappa 0.0016 0.0039 0.0074
Trypanosoma brucei DNA polymerase eta, putative 0.0016 0.0039 0.1591
Loa Loa (eye worm) hypothetical protein 0.0026 0.0119 0.0941
Schistosoma mansoni hypothetical protein 0.033 0.2502 1
Echinococcus multilocularis terminal deoxycytidyl transferase rev1 0.0016 0.0039 0.0074
Onchocerca volvulus 0.004 0.0223 0.11
Toxoplasma gondii ABC1 family protein 0.004 0.0223 0.0737
Trypanosoma cruzi mitogen-activated protein kinase 11, putative 0.0043 0.0247 1
Brugia malayi MH2 domain containing protein 0.0118 0.0835 0.7818
Giardia lamblia Kinase, CMGC MAPK 0.0043 0.0247 1
Loa Loa (eye worm) hypothetical protein 0.0026 0.0119 0.0941
Loa Loa (eye worm) hypothetical protein 0.004 0.0223 0.1937
Loa Loa (eye worm) animal heme peroxidase 0.0026 0.0119 0.0941
Loa Loa (eye worm) hypothetical protein 0.0016 0.0039 0.0177
Loa Loa (eye worm) hypothetical protein 0.0026 0.0119 0.0941
Giardia lamblia DINP protein human, muc B family 0.0016 0.0039 0.0813
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0057 0.036 0.3254
Loa Loa (eye worm) hypothetical protein 0.0026 0.0119 0.0941
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0095 0.0658 0.2569
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0095 0.0658 0.6124
Trypanosoma cruzi hypothetical protein, conserved 0.004 0.0223 0.8903
Trichomonas vaginalis DNA polymerase IV / kappa, putative 0.0016 0.0039 0.0813
Entamoeba histolytica deoxycytidyl transferase, putative 0.0016 0.0039 0.1183
Trypanosoma cruzi mitogen-activated protein kinase 11, putative 0.0043 0.0247 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0095 0.0658 0.2569
Mycobacterium tuberculosis Conserved protein 0.004 0.0223 0.0283
Loa Loa (eye worm) hypothetical protein 0.0026 0.0119 0.0941
Echinococcus multilocularis mitogen activated protein kinase 3 0.0043 0.0247 0.0913
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.1286 1 1
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.004 0.0223 0.0283
Brugia malayi hypothetical protein 0.0026 0.0119 0.0941
Entamoeba histolytica hypothetical protein 0.0034 0.0177 1
Loa Loa (eye worm) animal heme peroxidase 0.0026 0.0119 0.0941
Echinococcus granulosus geminin 0.033 0.2502 1
Trypanosoma cruzi DNA polymerase kappa, putative 0.0016 0.0039 0.0813
Trypanosoma brucei DNA polymerase kappa, putative 0.0016 0.0039 0.1591
Trypanosoma cruzi mitogen activated protein kinase 4, putative 0.0043 0.0247 1
Loa Loa (eye worm) hypothetical protein 0.0026 0.0119 0.0941
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0018 0.0054 0.0133

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 0.083 uM Antagonist activity at human recombinant P2Y12 receptor expressed in platelet cell membrane by [35S]GTPgammaS binding assay ChEMBL. 21507636
IC50 (binding) = 0.19 uM Displacement of [125I]-AZ11931285 from human recombinant P2Y12 receptor expressed in platelet cell membrane after 1 hr by scintillation counting ChEMBL. 21507636

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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